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    PRODUCTION METHOD FOR L-CYCLIC AMINO ACIDS
    4.
    发明申请
    PRODUCTION METHOD FOR L-CYCLIC AMINO ACIDS 有权

    公开(公告)号：US20220275410A1

    公开(公告)日：2022-09-01

    申请号：US17606123

    申请日：2020-05-15

    Applicant: API CORPORATION

    Inventor： Masaharu MIZUTANI ,  Ryoma MIYAKE ,  Hiroshi KAWABATA

    IPC: C12P13/04 ,  C12N15/70 ,  C12P41/00 ,  C12N9/10

    Abstract: An object of the present invention is to provide a method of industrially producing a high-purity L-cyclic amino acid more inexpensively and with a high efficiency, from a cyclic amino acid having a double bond at the 1-position. The present invention provides a method in which an L-cyclic amino acid is produced by allowing a cyclic amino acid having a double bond at the 1-position to react with a specific enzyme having a catalytic ability to reduce a cyclic amino acid having a double bond at the 1-position to produce an L-cyclic amino acid.

    METHOD FOR MANUFACTURING CIS-5-HYDROXY-L-PIPECOLIC ACID
    5.
    发明申请
    METHOD FOR MANUFACTURING CIS-5-HYDROXY-L-PIPECOLIC ACID 审中-公开

    公开(公告)号：US20170306367A1

    公开(公告)日：2017-10-26

    申请号：US15526031

    申请日：2015-11-02

    Applicant: API CORPORATION

    Inventor： Ryoma MIYAKE ,  Yasumasa DEKISHIMA

    IPC: C12P17/12 ,  C12N9/02

    CPC classification number: C12P17/12 ,  C12N9/0071 ,  C12N15/09 ,  C12Y114/11

    Abstract: A method for producing cis-5-hydroxy-L-pipecolic acid, the method comprising allowing a 2-oxoglutarate-dependent L-pipecolic acid hydroxylase to act on L-pipecolic acid to generate cis-5-hydroxy-L-pipecolic acid, wherein the 2-oxoglutarate-dependent L-pipecolic acid hydroxylase comprises the polypeptide (A), (B) or (C) below: (A) a polypeptide comprising the amino acid sequence represented by SEQ ID NO: 4 or 11; (B) a polypeptide comprising the amino acid sequence represented by SEQ ID NO: 4 or 11 except that one or several amino acids are deleted, substituted, and/or added, which polypeptide has 2-oxoglutarate-dependentL-pipecolic acid hydroxylase activity; or (C) a polypeptide comprising an amino acid sequence with an identity of not less than 60% to the amino acid sequence represented by SEQ ID NO: 4 or 11, which polypeptide has 2-oxoglutarate-dependent L-pipecolic acid hydroxylase activity.

    METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID
    6.
    发明公开
    METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID 审中-公开

    公开(公告)号：US20230265475A1

    公开(公告)日：2023-08-24

    申请号：US18157226

    申请日：2023-01-20

    Applicant: API CORPORATION

    Inventor： Ryoma MIYAKE ,  Hiroshi KAWABATA

    IPC: C12P17/12 ,  C12N9/02

    CPC classification number: C12P17/12 ,  C12N9/0071

    Abstract: A method of producing high-purity hydroxy-L-pipecolic acids that includes allowing an L-pipecolic acid hydroxylase, a microorganism or cell having the ability to produce the enzyme, a processed product of the microorganism or cell, and/or a culture liquid comprising the enzyme and obtained by culturing the microorganism or cell, to act on L-pipecolic acid as a substrate in the presence of 2-oxoglutaric acid and ferrous ion, wherein the L-pipecolic acid hydroxylase (1) acts on L-pipecolic acid in the presence of 2-oxoglutaric acid and ferrous ion to add a hydroxy group to the carbon atom at positions 3, 4, and/or 5 of L-pipecolic acid; and (2) has a catalytic efficiency (kcat/Km) with L-proline that is equal to or less than 7 times the catalytic efficiency (kcat/Km) with L-pipecolic acid.

    PIPECOLINIC ACID 4-HYDROXYLASE AND METHOD FOR PRODUCING 4-HYDROXY AMINO ACID USING SAME
    7.
    发明申请
    PIPECOLINIC ACID 4-HYDROXYLASE AND METHOD FOR PRODUCING 4-HYDROXY AMINO ACID USING SAME 审中-公开

    公开(公告)号：US20180282709A1

    公开(公告)日：2018-10-04

    申请号：US15947220

    申请日：2018-04-06

    Applicant: API CORPORATION

    Inventor： Makoto HIBI ,  Jun OGAWA ,  Ryoma MIYAKE ,  Hiroshi KAWABATA

    IPC: C12N9/02 ,  C12P17/10 ,  C12P13/04 ,  C12P17/12

    Abstract: The present invention provides a pipecolic acid 4-hydroxylase protein exemplified by the following (A), (B), and (C), having activity to react with L-pipecolic acid in the presence of 2-oxoglutaric acid and iron(II) ions to produce trans-4-hydroxy-L-pipecolic acid, and a method for producing 4-hydroxy amino acid, which method comprises reacting the pipecolic acid 4-hydroxylase protein, cells containing the protein, a treated product of the cells, and/or a culture liquid obtained by culturing the cells, with α-amino acid to produce 4-hydroxy amino acid: (A) a polypeptide comprising the amino acid sequence represented by SEQ ID NO:2, 4, 6, 8, 10, 12, 16, or 18; (B) a polypeptide comprising the amino acid sequence represented by SEQ ID NO:2, 4, 6, 8, 10, 12, 16, or 18 except that one or several amino acids are deleted, substituted, and/or added, and having pipecolic acid 4-hydroxylase activity; and (C) a polypeptide having an amino acid sequence that is not less than 80% identical to the amino acid sequence represented by SEQ ID NO:2, 4, 6, 8, 10, 12, 16, or 18, and having pipecolic acid 4-hydroxylase activity.

    NOVEL HYDROLASE PROTEIN
    8.
    发明申请
    NOVEL HYDROLASE PROTEIN 审中-公开
    新型水解蛋白

    公开(公告)号：US20150252393A1

    公开(公告)日：2015-09-10

    申请号：US14637429

    申请日：2015-03-04

    Applicant: API CORPORATION

    Inventor： Hiroshi KAWABATA ,  Ryoma MIYAKE ,  Kuniko ASADA ,  Ryouhei KATOU

    IPC: C12P7/62 ,  C12P41/00

    CPC classification number: C12P7/62 ,  C12N9/14 ,  C12N9/18 ,  C12P41/005 ,  Y02P20/52

    Abstract: It is an object of the present invention to provide a novel hydrolase, which is used when dialkyl 2-vinylcyclopropane-1,1-dicarboxylate is hydrolyzed with an enzyme, so as to efficiently obtain (1S,2S)-1-alkoxycarbonyl-2-vinylcyclopropanecarboxylic acid that is useful as an intermediate for synthesizing therapeutic agents for hepatitis C. According to the present invention, there is provided a hydrolase protein, which consists of the amino acid sequence shown in any one of SEQ ID NOS. 2 to 5 and which has activity of catalyzing, at higher selectivity than the protein consisting of the amino acid sequence shown in SEQ ID NO. 1, a reaction of producing (1S,2S)-1-ethoxycarbonyl-2-vinylcyclopropanecarboxylic acid from diethyl 2-vinylcyclopropane- 1,1 -dicarboxylate.

    Abstract translation: 本发明的一个目的是提供一种新的水解酶，其在2-乙烯基环丙烷-1,1-二羧酸二烷基酯用酶水解时使用，以有效地获得（1S，2S）-1-烷氧基羰基-2 - 乙烯基环丙烷羧酸，其可用作合成丙型肝炎治疗剂的中间体。根据本发明，提供了水解酶蛋白质，其由SEQ ID NOS中任一项所示的氨基酸序列组成。 2至5，并且其具有以比由SEQ ID NO。所示的氨基酸序列组成的蛋白质更高的选择性催化的活性。 1，由2-乙烯基环丙烷-1,1-二羧酸二乙酯生成（1S，2S）-1-乙氧基羰基-2-乙烯基环丙烷羧酸的反应。

    METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID
    9.
    发明申请
    METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID 有权

    公开(公告)号：US20210180097A1

    公开(公告)日：2021-06-17

    申请号：US17177823

    申请日：2021-02-17

    Applicant: API CORPORATION

    Inventor： Ryoma MIYAKE ,  Hiroshi KAWABATA

    IPC: C12P17/12 ,  C12N9/10 ,  C12N9/06 ,  C12N9/02

    Abstract: A novel method of producing high-purity hydroxy-L-pipecolic acids in an efficient and inexpensive manner while suppressing the production of hydroxy-L-proline is provided. The method includes allowing an L-pipecolic acid hydroxylase, a microorganism or cell having the ability to produce the enzyme, a processed product of the microorganism or cell, and/or a culture liquid comprising the enzyme and obtained by culturing the microorganism or cell, to act on L-pipecolic acid as a substrate in the presence of 2-oxoglutaric acid and ferrous ion, wherein the L-pipecolic acid hydroxylase has the properties: (1) the enzyme can act on L-pipecolic acid in the presence of 2-oxoglutaric acid and ferrous ion to add a hydroxy group to the carbon atom at positions 3, 4, and/or 5 of L-pipecolic acid; and (2) the enzyme has a catalytic efficiency (kcat/Km) with L-proline that is equal to or less than 7 times the catalytic efficiency (kcat/Km) with L-pipecolic acid.

    METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID
    10.
    发明申请
    METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID 审中-公开

    公开(公告)号：US20180273993A1

    公开(公告)日：2018-09-27

    申请号：US15765148

    申请日：2016-09-30

    Applicant: API CORPORATION

    Inventor： Ryoma MIYAKE ,  Hiroshi KAWABATA

    IPC: C12P17/12

    CPC classification number: C12P17/12 ,  C12N9/0016 ,  C12N9/0022 ,  C12N9/0071 ,  C12N9/1096 ,  C12N15/09 ,  C12Y114/11028

    Abstract: A novel method of producing high-purity hydroxy-L-pipecolic acids in an efficient and inexpensive manner while suppressing the production of hydroxy-L-proline is provided. The method includes allowing an L-pipecolic acid hydroxylase, a microorganism or cell having the ability to produce the enzyme, a processed product of the microorganism or cell, and/or a culture liquid comprising the enzyme and obtained by culturing the microorganism or cell, to act on L-pipecolic acid as a substrate in the presence of 2-oxoglutaric acid and ferrous ion, wherein the L-pipecolic acid hydroxylase has the properties: (1) the enzyme can act on L-pipecolic acid in the presence of 2-oxoglutaric acid and ferrous ion to add a hydroxy group to the carbon atom at positions 3, 4, and/or 5 of L-pipecolic acid; and (2) the enzyme has a catalytic efficiency (kcat/Km) with L-proline that is equal to or less than 7 times the catalytic efficiency (kcat/Km) with L-pipecolic acid.

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